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$599,000
3 Beds 2 Baths 5108856 MLS
Set on 1.84 acres in a desirable Windham location, this 3-bedroom, 2-bath split-level offers space, privacy, and plenty of potential to make it your own. Tucked away on a dead-end road and situated across from a former apple farm, the property enjoys a peaceful setting while still being convenient to everything Windham has to offer. An added bonus is direct access to the rail trail right from the property, perfect for walking, biking, and enjoying the outdoors. Inside, hardwood flooring runs throughout much of the main level, while a spacious sunroom and wood-burning stove add warmth and character. Step outside onto the deck overlooking the private backyard, offering a wonderful setting to relax, entertain, or simply enjoy the surrounding natural landscape. The finished lower level provides additional living space with flexibility for a family room, home office, gym, or more, and a two-car garage offers added convenience and storage. Ready for your personal touches and updates, this home presents an exciting opportunity to create something truly your own in one of Windham’s most desirable communities. With nearly two acres, a peaceful setting, and a versatile layout, there is so much potential to make this property shine.

36 Governor Dinsmore Rd, Windham

$1,275,000
4 Beds 3 Baths 5107896 MLS
Welcome to this exceptional 4-bedroom, 3-bath home, built in 2006 and ideally situated on a 1.10-acre corner lot in Windham’s highly sought-after Spruce Pond neighborhood. Offering elegant finishes, soaring ceilings, hardwood floors, a fully fenced yard, and a standby generator, this impressive property blends style, comfort, and everyday functionality. A grand foyer sets the tone for the beautifully designed spaces beyond. At the heart of the first floor is a stunning kitchen featuring detailed cabinetry, a distinctive wood ceiling, and an expansive granite island. The kitchen flows seamlessly into the dining area and dramatic living room, where 20-foot ceilings and a wood-burning fireplace create an unforgettable setting for entertaining or relaxing at home. Pet owners will appreciate the thoughtfully designed dog room, complete with space for crates and a convenient dog door providing direct access to the fenced yard. Upstairs, the spacious primary suite offers two closets and a luxurious bath with a tiled shower and separate soaking tub. Three additional generously sized bedrooms, a full bath, and a dedicated laundry room complete the second level. The expansive unfinished lower level features high ceilings and presents an exceptional opportunity to create additional living and entertaining space tailored to your lifestyle. Envision a sophisticated home theater, game room, fitness studio, wine cellar, or private retreat- the possibilities are truly endless. Outside, the inviting backyard includes a separate fenced area for dogs and plenty of room for a future pool, playset, or other outdoor amenities. Located in a desirable community known for Windham’s exceptional school system, this beautifully maintained home is a must-see. Open House Sunday, Sept. 13th 12-2pm.

3 Duston Rd, Windham

$2,800,000
4 Beds 6 Baths 5104676 MLS
UNFORGETTABLE LUXURY | Distinctive, sophisticated and designed to leave a lasting impression, this exceptional custom Colonial by renowned builder DiPietro Homes offers 6,000+ sq. ft. of beautifully appointed living space. Thoughtfully enhanced with on-trend updates and improvements, this remarkable home blends exceptional craftsmanship with a fresh, elevated style for today's luxury lifestyle. From the moment you enter, custom millwork and impressive architectural details set this home apart. At the heart of the home, the stunning family room features a coffered ceiling and wood-burning fireplace, opening seamlessly to a showstopping chef's kitchen designed for both everyday living and effortless entertaining. Full-size refrigerator and freezer, generous workspace and a Butler's Pantry complement this thoughtfully designed space. An elegant dining room, private office and functional mudroom complete the main level. Upstairs, the luxurious primary suite is an unforgettable retreat with its own fireplace and spa-inspired bath featuring a soaking tub and steam shower. With 4 bedrooms, 5 bathrooms, a bonus room and a finished lower level offering a recreation room, full kitchen, built-ins and bath, there is exceptional space and versatility throughout. Outside, your private backyard awaits, complete with an in-ground saltwater pool with waterfall and a covered seating area perfect for relaxing, entertaining and enjoying summer days outdoors. Conveniently located near I-93, schools, shopping and community amenities, with Boston approximately 45 minutes away. A truly unforgettable home where luxury, comfort and exceptional design come together.

17 Bennington Rd, Windham

$1,200,000
4 Beds 3 Baths 5101244 MLS
Experience elevated living in one of Windham’s premier neighborhoods. Situated in the highly sought-after Spruce Pond community, this beautifully designed home offers luxury features, exceptional living spaces, and a thoughtfully designed floor plan. Step inside to a grand two-story foyer flanked by a private home office and formal living room. That effortlessly flows into a oversized dining room, and convenient first-floor powder room. At the heart of the home, the gourmet kitchen is beautifully appointed with premium JennAir appliances, a large center island, abundant cabinetry, and an inviting eat-in area that opens seamlessly to the impressive family room featuring soaring vaulted ceilings, a stunning fireplace, and newly installed hardwood flooring. Step outside to the oversized composite deck, creating the perfect setting for outdoor entertaining with a large level backyard. Upstairs, retreat to the luxurious primary suite featuring an oversized bedroom, an expansive walk-in closet, and a spa-inspired bath with heated floors. Three additional generously sized bedrooms and a full bath complete the second level. The finished lower level offers exceptional flexibility with space ideal for a home theater, game room, fitness studio, playroom, guest retreat, or an additional home office, plus unfinished space ready for future expansion, storage, or customization. Designed with comfort and convenience in mind, additional premium features include a whole-house central vacuum system, 8-zone irrigation system, efficient 3-zone HVAC, security system, and exceptional storage throughout. Ideally located in one of Windham’s most desirable neighborhoods with top-rated schools, shopping, dining, and major commuter routes, 15 Northland offers the perfect blend of luxury, comfort, and everyday convenience.

15 Northland Rd, Windham

$800,000
4 Beds 4 Baths 5100902 MLS
Under contract pending buyer's home sale. Back-up offers are welcome. Windham checks every box and 29 Harris Road makes it easy to move right in before fall! Situated on over an acre just five minutes from Route 93 and a short drive to Tuscan Village, the Rail Trail, and tax-free shopping, this 4-bedroom colonial offers the kind of location that you've been looking for. The updated kitchen anchors the main level with a vaulted ceiling, custom cabinetry, granite counters, stainless appliances, and a dining area warmed by a brick fireplace. The primary suite is conveniently on the first level with laundry and access to the back deck. There are hardwood floors throughout and central AC keeps things comfortable inside all summer long. The 3 additional bedrooms upstairs are oversized and feature tons of closet space. The finished walkout basement with heating, AC, and a half bath is where the flexibility really opens up - use it as a family room, a home office suite, an in-law setup, or a fifth bedroom. The configuration adapts to however you want to live. Outside you'll enjoy the three-car garage, a sprawling fenced yard, and a Tesla Energy Storage System that's already doing the work. You won't want to miss this opportunity!

29 Harris Rd, Windham

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